Straddling the Derwent River at the foot of Mt. Wellington's forested slopes, Hobart was founded as a penal settlement in 1803. It's the second-oldest city in the country after Sydney, and it certainly rivals its mainland counterpart as Australia's most beautiful state capital. Close-set colonial brick-and-sandstone shops and homes line the narrow, quiet streets, creating a genteel setting for this historic city of 200,000. Life revolves around the broad Derwent River port, one of the deepest harbors in the world. Here warehouses that once stored Hobart's major exports of fruit, wool, and corn and products from the city's former whaling fleet still stand alongside the wharf today.

Hobart sparkles between Christmas and New Year's—summer Down Under—during the annual Sydney-to-Hobart yacht race. The event dominates conversations among Hobart's citizens, who descend on Constitution Dock to welcome the yachts and join in the boisterous festivities of the crews. The New Year also coincides with the Tastes of Tasmania Festival, when the dockside area comes alive with the best of Tasmanian food and wine on offer in numerous cafés, bars, and waterfront stalls. Otherwise, Hobart is a placid city whose nightlife is largely confined to excellent restaurants, jazz clubs, and the action at the Wrest Point Casino in Sandy Bay.